Acetic acid (2S,3R,4S,5R)-5-acetoxy-4-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,6-bis-benzyloxy-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexyl ester

Base Information

Chemical Name:Acetic acid (2S,3R,4S,5R)-5-acetoxy-4-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,6-bis-benzyloxy-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexyl ester
CAS No.:183796-31-8
Molecular Formula:C₆₁H₆₄N₂O₁₄
Molecular Weight:1049.18
Hs Code.:

Acetic acid (2S,3R,4S,5R)-5-acetoxy-4-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,6-bis-benzyloxy-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexyl ester

Synonyms:Acetic acid (2S,3R,4S,5R)-5-acetoxy-4-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,6-bis-benzyloxy-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexyl ester

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Chemical Property of Acetic acid (2S,3R,4S,5R)-5-acetoxy-4-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,6-bis-benzyloxy-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexyl ester

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Technology Process of Acetic acid (2S,3R,4S,5R)-5-acetoxy-4-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,6-bis-benzyloxy-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexyl ester

There total 4 articles about Acetic acid (2S,3R,4S,5R)-5-acetoxy-4-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,6-bis-benzyloxy-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 147314-92-9
allyl O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

: 183796-31-8
Acetic acid (2S,3R,4S,5R)-5-acetoxy-4-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,6-bis-benzyloxy-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / t-BuOK / dimethylformamide / 3 h / 75 °C

2: 2M HCl / CHCl₃; methanol / 20 h / Ambient temperature

3: 72 percent / NaBH₄ / ethanol; tetrahydrofuran / 18 h / -20 - 20 °C

4: 100 percent / 1M NaOH / 2-methoxy-ethanol / 8 h / 90 °C

5: 1.) Et₃N, 2.) pyridine / 1.) CH₃OH, RT, 2.) MeOH, 80 deg C, 7 h

With pyridine; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; potassium tert-butylate; triethylamine; In tetrahydrofuran; methanol; ethanol; chloroform; 2-methoxy-ethanol; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00791-0

Reference yield:

: 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-D-glucopyranoside

: 183796-31-8
Acetic acid (2S,3R,4S,5R)-5-acetoxy-4-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,6-bis-benzyloxy-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / NaBH₄ / ethanol; tetrahydrofuran / 18 h / -20 - 20 °C

2: 100 percent / 1M NaOH / 2-methoxy-ethanol / 8 h / 90 °C

3: 1.) Et₃N, 2.) pyridine / 1.) CH₃OH, RT, 2.) MeOH, 80 deg C, 7 h

With pyridine; sodium hydroxide; sodium tetrahydroborate; triethylamine; In tetrahydrofuran; ethanol; 2-methoxy-ethanol;
DOI:10.1016/0040-4020(96)00791-0

Reference yield:

: 176439-72-8
N-{(2S,3R,4R,5S,6R)-2-[(1R,2R,3S)-3-Acetylamino-2-benzyloxy-1-((R)-2-benzyloxy-1-hydroxy-ethyl)-4-hydroxy-butoxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide

: 183796-31-8
Acetic acid (2S,3R,4S,5R)-5-acetoxy-4-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,6-bis-benzyloxy-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / 1M NaOH / 2-methoxy-ethanol / 8 h / 90 °C

2: 1.) Et₃N, 2.) pyridine / 1.) CH₃OH, RT, 2.) MeOH, 80 deg C, 7 h

With pyridine; sodium hydroxide; triethylamine; In 2-methoxy-ethanol;
DOI:10.1016/0040-4020(96)00791-0